(2E,4Z,6S,7S,8E,10S,11R,12S,14R)-1-amino-15-(3,6-dioxo-2,5-bis((3-(pyrrolidin-1-yl)propyl)amino)cyclohexa-1,4-dien-1-yl)-11-hydroxy-6,12-dimethoxy-2,8,10,14-tetramethyl-1-oxopentadeca-2,4,8-trien-7-ylcarbamat

ID: ALA4794792

PubChem CID: 162674189

Max Phase: Preclinical

Molecular Formula: C42H68N6O8

Molecular Weight: 785.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H](/C=C/C=C(/C)C(N)=O)[C@@H](OC(N)=O)/C(C)=C/[C@H](C)[C@@H](O)[C@H](C[C@H](C)CC1=C(NCCCN2CCCC2)C(=O)C=C(NCCCN2CCCC2)C1=O)OC

Standard InChI:  InChI=1S/C42H68N6O8/c1-28(25-36(55-6)38(50)30(3)26-31(4)40(56-42(44)53)35(54-5)15-11-14-29(2)41(43)52)24-32-37(46-17-13-23-48-20-9-10-21-48)34(49)27-33(39(32)51)45-16-12-22-47-18-7-8-19-47/h11,14-15,26-28,30,35-36,38,40,45-46,50H,7-10,12-13,16-25H2,1-6H3,(H2,43,52)(H2,44,53)/b15-11+,29-14-,31-26+/t28-,30+,35+,36+,38-,40+/m1/s1

Standard InChI Key:  HVIZDCKOTOTUSS-VIWRZIFASA-N

Molfile:  

 
     RDKit          2D

 56 58  0  0  0  0  0  0  0  0999 V2000
   25.1833  -16.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4666  -16.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8528  -16.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1902  -17.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0124  -17.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9096  -15.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9096  -16.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9084  -14.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9084  -15.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6228  -15.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6228  -16.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3373  -16.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0517  -16.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3373  -17.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9084  -16.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1938  -16.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0500  -15.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6228  -13.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3373  -14.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0478  -13.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0500  -13.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3356  -12.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6189  -13.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3373  -15.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3364  -11.8028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5652  -18.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3114  -18.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8642  -19.5578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5046  -19.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7786  -18.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1938  -15.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4655  -15.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9038  -12.6281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1899  -13.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6240  -15.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6240  -14.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3385  -13.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9096  -13.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9096  -13.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1951  -14.2749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7617  -14.2781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4767  -13.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4778  -13.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4749  -12.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7610  -13.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0459  -12.6321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1929  -12.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1940  -11.8051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9553  -11.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1480  -11.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7365  -12.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2895  -12.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8591  -11.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6052  -10.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7802  -10.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5243  -11.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  3  4  2  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  1  1  0
 18  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  3  1  0
 13 17  1  1
 12 14  1  1
 11 15  1  1
 15 16  1  0
 18 19  1  0
 18 23  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 19 24  2  0
 22 25  2  0
  5 26  1  1
 26 27  1  0
 27 28  1  0
 27 29  2  0
  4 30  1  0
  9 31  1  6
  2 32  1  0
 23 33  1  0
 33 34  1  0
  6 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 20 41  1  0
 41 42  1  0
 42 43  1  0
 34 44  1  0
 44 45  1  0
 45 46  1  0
 43 47  1  0
 47 48  1  0
 46 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 46  1  0
 48 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794792

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 785.04

Molecular Weight (Monoisotopic): 784.5099

AlogP: 3.27

#Rotatable Bonds: 25

Polar Surface Area: 198.78

Molecular Species: BASE

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.89

CX Basic pKa: 8.59

CX LogP: 2.39

CX LogD: 0.50

Aromatic Rings: ┄

Heavy Atoms: 56

QED Weighted: 0.03

Np Likeness Score: 1.10

References

1. Skrzypczak N,Pyta K,Ruszkowski P,Gdaniec M,Bartl F,Przybylski P.  (2020)  Synthesis, structure and anticancer activity of new geldanamycin amine analogs containing C(17)- or C(20)- flexible and rigid arms as well as closed or open ansa-bridges.,  202  [PMID:32663707] [10.1016/j.ejmech.2020.112624]

Source

Source(1):

• Scientific Literature